Organic Mechanisms

XIAOPING SUN, PHD, is Professor of Chemistry at the University of Charleston, Charleston, West Virginia. He has twenty years of experience teaching organic chemistry, biochemistry, and inorganic chemistry.

Preface xv

First Edition Preface xvii

1 Fundamental Principles 1

2 The Aliphatic C─H Bond Functionalization 53

3 Functionalization of the Alkene C=C Bond by Electrophilic Additions 95

4 Functionalization of the Alkene C=C Bond by Cycloaddition Reactions 143

5 The Aromatic C─H Bond Functionalization and Related Reactions 199

6 Nucleophilic Substitutions on sp3-Hybridized Carbons: Functional Group Transformations 257

7 Eliminations 317

8 Nucleophilic Additions and Substitutions on Carbonyl Groups 367

9 Reactivity of the α-Hydrogen to Carbonyl Groups 417

10 Rearrangements 457

Index 493